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Journal of the Synthetic Organic Chemistry Japan. 69 (11), 1164-1169 (2012).","journal-title":"Journal of the Synthetic Organic Chemistry Japan"},{"key":"ref47","type":"book","article-title":"Coumarin-4-ylmethyl Phototriggers","volume-title":"Dynamic Studies in Biology: Phototriggers, Photoswitches and Caged Biomolecules","author":"Furuta","year":"2005","unstructured":"Furuta, T., Coumarin-4-ylmethyl Phototriggers. In Dynamic Studies in Biology: Phototriggers, Photoswitches and Caged Biomolecules, Goeldner, M.; Givens, R. S., Eds. 29-55, WILEY-VCH (2005)."},{"issue":"23","key":"ref48","doi-asserted-by":"crossref","first-page":"4717","DOI":"10.1021\/ol702106t","type":"journal-article","article-title":"Phototriggers for Nucleobases with Improved Photochemical Properties","volume":"9","author":"Furuta","year":"2007","unstructured":"Furuta, T., Watanabe, T., Tanabe, S., Sakyo, J., Matsuba, C., Phototriggers for Nucleobases with Improved Photochemical Properties. Organic Letters. 9 (23), 4717-4720 (2007).","journal-title":"Organic Letters"},{"issue":"24","key":"ref49","doi-asserted-by":"crossref","first-page":"5428","DOI":"10.1002\/anie.201100835","type":"journal-article","article-title":"Surface Functionalization by Strain-Promoted Alkyne\u2013Azide Click Reactions","volume":"50","author":"Manova","year":"2011","unstructured":"Manova, R., van Beek, T. A., Zuilhof, H., Surface Functionalization by Strain-Promoted Alkyne\u2013Azide Click Reactions. Angewandte Chemistry International Edition. 50 (24), 5428-5430 (2011).","journal-title":"Angewandte Chemistry International Edition"},{"issue":"10","key":"ref50","doi-asserted-by":"crossref","first-page":"3212","DOI":"10.1021\/ja00218a034","type":"journal-article","article-title":"Biologically Useful Chelators That Release Ca2+ Upon Illumination","volume":"110","author":"Adams","year":"1988","unstructured":"Adams, S. R., Kao, J. P. Y., Grynkiewicz, G., Minta, A., Tsien, R. 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Journal of the American Chemical Society. 110 (10), 3212-3220 (1988).","journal-title":"Journal of the American Chemical Society"}],"container-title":["Journal of Visualized Experiments"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.jove.com\/t\/60021\/design-synthesis-photochemical-properties-clickable-caged","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T00:09:07Z","timestamp":1792627747000},"score":1,"resource":{"primary":{"URL":"https:\/\/app.jove.com\/t\/60021"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,10,15]]},"references-count":50,"journal-issue":{"issue":"152","published-online":{"date-parts":[[2019]]}},"URL":"https:\/\/doi.org\/10.3791\/60021","relation":{},"ISSN":["1940-087X"],"issn-type":[{"value":"1940-087X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2019,10,15]]}}}